Phthalide
(Synonyms: 苯酞) 目录号 : GC61676
Phthalide是一种有前途的化学支架，具有强大的抗炎功效。Phthalide可用于合成多种邻苯二甲酸酯衍生物，包括抗炎剂，抗菌剂，抗氧化剂。
Cas No.:87-41-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Phthalide is a promising chemical scaffold with a potent anti-inflammatory efficacy. Phthalide can be used to synthesize a variety of phthalide derivatives including anti-inflammatory agent, antimicrobial, antioxidant[1][2][3].
[1]. Liu Zeng Chen, et al. Novel phthalide derivatives: Synthesis and anti-inflammatory activity in vitro and in vivo. Eur J Med Chem. 2020 Nov 15;206:112722. [2]. Chakapong Intaraudom, et al. Antimicrobial drimane - phthalide derivatives from Hypoxylon fendleri BCC32408. Fitoterapia. 2019 Oct;138:104353. [3]. Xin Fang, et al. Synthesis of phthalide derivatives and evaluation on their antiplatelet aggregation and antioxidant activities. J Asian Nat Prod Res. 2020 Dec;22(12):1176-1187.
| Cas No. | 87-41-2 | SDF | |
| 别名 | 苯酞 | ||
| Canonical SMILES | O=C1OCC2=C1C=CC=C2 | ||
| 分子式 | C8H6O2 | 分子量 | 134.13 |
| 溶解度 | DMSO : 100 mg/mL (745.55 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 7.4555 mL | 37.2773 mL | 74.5545 mL |
| 5 mM | 1.4911 mL | 7.4555 mL | 14.9109 mL |
| 10 mM | 0.7455 mL | 3.7277 mL | 7.4555 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Phthalide metabolites produced by mangrove endophytic fungus Pestalotiopsis sp. SAS4
Magn Reson Chem 2022 May;60(5):525-529.PMID:35181936DOI:10.1002/mrc.5259.
Two new Phthalide derivatives (1-2) and four known Phthalide compounds (3-6) were purified from the culture of a mangrove endophytic fungus Pestalotiopsis sp. SAS4. Their chemical structures were established by analyses of 1D and 2D nuclear magnetic resonance (NMR) and high resolution mass spectrometry (HR-MS) spectroscopic data. All of these compounds were evaluated in vitro for antibacterial, cytotoxicity, and resistance to hypoxic-ischemic injury activities.
Phthalide-containing poly(ether-imide)s based thermal rearrangement membranes for gas separation application
RSC Adv 2021 Dec 24;12(2):728-742.PMID:35425112DOI:10.1039/d1ra07013d.
The diamine monomer 3,3-bis[4-(3-hydroxy-4-amino-phenoxy)phenyl]Phthalide (BHAPPP) was firstly synthesized by the nucleophilic substitution of 5-fluoro-2-nitrophenol and phenolphthalein, followed by a reduction reaction. A series of phthalide-containing poly(ether imide)s (PEI) were then prepared through the polycondensation of BHAPPP with six kinds of dianhydrides, including 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA), 3,3',4,4'-benzophenone tetracarboxylic dianhydride (BTDA), 3,3',4,4'-biphenyl tetracarboxylic dianhydride (BPDA), 4,4'-oxydiphthalic dianhydride (ODPA), 1,2,3,4-cyclobutane tetracarboxylic dianhydride (CBDA) and pyromellitic dianhydride (PMDA), as well as thermal imidization. After further thermal treatment, the corresponding thermal rearrangement (TR) membranes were obtained. Due to the existence of the Phthalide lactone ring, the PEIs probably underwent TR and crosslinking simultaneously. With the increase of thermal treatment temperature, the mechanical properties of the TR membranes dramatically decreased, but the gas separation properties obviously increased. When the PEIs were treated at 450 °C for 1 h, the CO2, H2, O2, N2 and CH4 permeability of TR(BHAPPP-6FDA) reached 258.5, 190.5, 38.35, 4.25 and 2.15 Barrers, respectively. Meanwhile, the CO2/CH4 selectivity of 120.2 sharply exceeded the 2008 Robeson limit, and O2/N2 selectivity was 9.02, close to the 2015 upper limit. Therefore, the TR membranes derived from phthalide-containing PEIs exhibit superior gas separation performance, andare expected to be applied in the field of gas separation.
Phthalide derivatives as dihydrofolate reductase inhibitors for malaria: molecular docking and molecular dynamics studies
J Biomol Struct Dyn 2022 May 28;1-11.PMID:35635144DOI:10.1080/07391102.2022.2080114.
Plasmodium falciparum dihydrofolate reductase enzyme (P. falciparum DHFR) is one of the vital drug targets for malaria treatment, as this protein is indispensable for nucleotide metabolic pathways. This research aimed to discover promising Phthalide derivatives against both wild and mutant P. falciparum DHFR enzymes through various computational techniques. The binding affinities were investigated using molecular docking, which showed five compounds having the highest affinity scores against both enzymes compared to the reference compounds. MM-GBSA calculations displayed favourable free binding energy. Moreover, the ADMET properties of the compounds are within acceptable ranges. The stability of the ligand-protein complexes was studied by Molecular Dynamics (MD) simulations. Depending on the results obtained from this research, we propose three compounds to be hit against P. falciparum DHFR activity which could be examined experimentally.Communicated by Ramaswamy Sarma.
Six pairs of enantiomeric Phthalide dimers from the rhizomes of Ligusticum chuanxiong and their absolute configurations and anti-inflammatory activities
Bioorg Chem 2022 Oct;127:105970.PMID:35749854DOI:10.1016/j.bioorg.2022.105970.
Six pairs of enantiomeric Phthalide dimers (1-6) were isolated from the rhizomes of Ligusticum chuanxiong. Their structures and absolute configurations were elucidated by NMR spectroscopy, X-ray diffraction analyses, and electronic circular dichroism calculations. Compounds (+)-1 and (-)-1 are new Phthalide dimers, featuring two classes of monomeric units (a Phthalide and an unusual 2,3-seco-phthalide) with an uncommon linkage (3,6'/8,3'a). Compounds (+)-2 and (-)-3 are also novel Phthalide dimers that had not been reported previously. Although (-)-2 and (+)-3 have been successfully isolated in previous studies, their absolute configurations were not unambiguously determined. As for compound 4, it was reported as a racemate in one study, and one of its enantiomers was identified in a subsequent study. Herein, all enantiomeric Phthalide dimers were successfully separated, and their absolute configurations were determined. The inhibitory effects of all isolates against lipopolysaccharide-induced nitric oxide production were tested using RAW264.7 cells. The results show that compounds (+)-2, (-)-2, (+)-3, (-)-3, (+)-4, (-)-4, (+)-5, (+)-6, and (-)-6 have inhibitory activities, with compound (+)-5 being the most active (IC50 value of 4.3 ± 1.3 μM).
Identification of a 3-(5-methyl-2-thiazolylamino)Phthalide as a new minor groove agent
J Biomol Struct Dyn 2022 Apr 13;1-17.PMID:35416121DOI:10.1080/07391102.2022.2061595.
A new 3-(5-methyl-2-thiazolylamino)Phthalide molecule, 3-((5-methylthiazol-2-yl)amino)isobenzofuran-1(3H)-one, was synthesized and characterized experimentally by FT-IR, NMR, UV-Vis, and single-crystal X-ray analysis and theoretically by quantum chemical calculations. The single-crystal X-ray studies revealed that the compound crystallizes in the monoclinic space group P-21/c with unit-cell parameters a = 8.0550(6) Å, b = 6.1386(3) Å, c = 23.3228(18) Å, β = 97.724(6)° and Z = 4. Optimized geometries and the vibrational frequencies were studied at the density functional theory (DFT) level by using the hybrid functional B3LYP with a 6-311 G (d,p) basis set. The title compound was evaluated for its anti-quorum sensing (anti-QS) activity on Chromobacterium violaceum 12472 and additionally for its antibacterial activity against Staphylococcus aureus 29213, Staphylococcus epidermidis 12228, Pseudomonas aeruginosa 27853, Escherichia coli 25922, and Proteus mirabilis 14153. The lowest MIC value was 0.24 μg/mL for S. aureus 29213 and the highest MIC value was 30.75 μg/mL for E. coli 25922. While anti-bacterial activity was observed in those other than the S. epidermidis and P. Mirabilis, anti-QS activity wasn't detected. Investigations on dsDNA binding affinity indicate that the title compound binds to dsDNA via the groove binding mode. Molecular docking calculations and molecular dynamics simulations results showed also that the title compound prefers binding to the minor groove of dsDNA and remains stable in the minor groove throughout the molecular dynamics simulation.Communicated by Ramaswamy H. Sarma.